I've been to Old School twice since it opened, both times for brunch, and I definitely had a better experience the second time around. I think this was mainly server dependent and because they have become more flexible on modifications to the menu.
As far as menus go this one doesn't have a whole lot of vegetarian options. It is a diner menu and very meat dominant with a lot of pulled pork and the like. The first time around I tried the souffle omelet with a mixed berry salad and the second time a modified eggs Benny that the chef did for me with arugula and caramelized onions. Both were fairly solid but not the most mind blowing I've ever had. Also the brunch potatoes were only ok.
Since my first visit they have conceded to get almond milk (after tons of requests I'm sure). Their unsweetened iced almond milk latte was very enjoyable. My friend got hers sweetened and it was way too much and she couldn't drink it. When they made it again they brought out the sweetener on the side, it was basically sugar syrup. Tip: do this and add your own coz I guarantee you only need a quarter of it.
I like that they take reservations for brunch because it eases my reluctance to drag people over that way without a guaranteed seat. Especially because the queue inducing Patois is a few doors down and there is bound to be spill over for people who can't get in there.
I'd be interested to see what this place is like later at night (since it is 24 hours). It's a lot classier looking than its Lakeview counterpart and hopefully lacks the line and bouncer with God complex. Seems like a nice late night option in comparison and has more of a vibe than the Thompson Diner. I'd happily go back for brunch but I'm not ride or die.